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Added 6 mins ago
AI
Python Developer
Apptoza Inc.
Toronto, ON
- Full-time
Job Title: Forward Deployed Engineer (Python/Pyspark Developer)
Added 6 mins ago
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Consultant - Strategy & Operations (Future Opportunity) - Digital Customer
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Toronto, ON
- Full-time
…programs, transformation, and change management, partnering with senior stakeholders to drive measurable…
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RI
Senior Forward Deployed Engineer - Java/ Python | Capital Markets
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- Full-time
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- Full-time
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- Full-time
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Added 6 mins ago
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- Full-time
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- Full-time
AWS / GCP Cloud Architecture or Developer Certifications.
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TD
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- Full-time
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Senior Account Manager, SEM
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- Full-time
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Manager, Product Management - Media Solutions
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- Full-time
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Added 21 mins ago
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Associate Claims Bordereau Analyst
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Calgary, AB · Vancouver, BC · Winnipeg, MB
- Full-time
…across Canada (excluding Quebec). Working under the guidance of senior Claims professionals and management, the incumbent helps ensure processing activities and automation initiatives are…
Added 21 mins ago
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Oakville, ON
- Full-time
…equipment during the ambiguity bidding phase. Reporting to the Senior Manager - Proposal Procurement, North America this role serves as an agile Strategy Enabler to optimize…
Added 21 mins ago
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Added 36 mins ago
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- Full-time
This position reports to the Senior Manager, QMS, and is part of the Quality Assurance & Regulatory Affairs Team located in Concord, Ontario and will be an on-site role.
Added 36 mins ago
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EIC Brokerage Research Intern
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Added 37 mins ago
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Solutions Architect
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Toronto, ON
- Contract
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Added 37 mins ago
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Brampton, ON
- Contract
We are seeking a Senior Software Development Engineer in Test (SDET) / Quality Engineering Architect to join our team. The ideal candidate will have strong experience in architecting…
Added 37 mins ago
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VP, Go-To-Market
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- Full-time
…CRM integrations to branded donor experiences and real-time analytics - giving nonprofits the tools to punch well above their…
Added 37 mins ago
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Executive Assistant, Chief Technology, Data & AI Officer
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Toronto, ON · CA ON Toronto
- $58,000 to $91,000 CAD / year
- Full-time
At least five years of executive administrative experience, including direct support to a C-suite or similarly senior executive in a complex organization.
Added 37 mins ago
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Senior Manager, Operational Risk / IT Risk and Compliance
RBC
Toronto, ON
- Full-time
Senior Manager Operational Risk / IT Risk and Compliance is responsible for supporting the management of Operational Risk and Technology / Cyber Risk supporting the broader Payments…
Added 37 mins ago
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- Full-time
…previously done by 2nd Level reviewers and Regulatory Reporting, the Senior QC Analyst is responsible for validating that Reasonable Grounds to Suspect (RGS) money laundering and/or…

symplistic.ai

Senior Software Engineering Manager

Woodbridge, ON, Canada

$150,000 CAD / year · Full-time

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Job details

Pay: $150,000 CAD / year
Job type: Full-time
Apply by: Nov 26, 2026
Experience: 5–10 years of professional software engineering experience, including significant hands-on development.
Posting language: English
Posted: Oct 27, 2026

Original job description

About symplistic.ai

symplistic.ai is a fast-growing enterprise AI company with offices in Florida and the Greater Toronto Area. We specialize in agentic AI, enterprise products, and consulting, building intelligent systems for real-world business challenges.

We deliver production AI for major enterprises across financial services, retail, hospitality, manufacturing, healthcare, government, and more. Our high-velocity startup values ownership, execution, accountability, collaboration, and moving ideas into production.

About ContentIQ

ContentIQ is our enterprise AI knowledge and retrieval platform, securely connecting websites, documents, SharePoint, OneDrive, internal systems, and other sources to AI agents.

It combines enterprise search, Retrieval-Augmented Generation (RAG), AI document processing, governance, permissions, integrations, and observability for accurate, grounded AI at scale. As a knowledge layer for IBM watsonx Orchestrate and other AI agents, it connects enterprise information to intelligent workflows and conversations.

Role Overview

We seek a hands-on Engineering Manager to lead ContentIQ's development, quality, delivery, and operation. You'll mentor engineers while actively coding, making architectural decisions, and solving technical problems.

Working with our VP of Engineering and leadership, you'll set technical direction, prioritize delivery, support enterprise deployments, and improve performance, reliability, security, accuracy, and capabilities.

You'll own platform quality and production readiness: enforce standards, test features, resolve reliability issues, and improve AI accuracy and consistency. You'll work directly with customers on implementation, deployment, troubleshooting, and production issues.

This is NOT a management-only role. You must write production code, review implementations, challenge architecture, solve difficult problems, and help a small, high-performing team move quickly.

Key ResponsibilitiesEngineering Leadership & Execution

Lead engineers developing, delivering, and operating ContentIQ; own quality, testing, and production readiness.
Partner with the VP of Engineering on architecture, priorities, and product roadmap.
Translate business and customer requirements into technical plans; own sprints, prioritization, execution, and timelines.
Mentor engineers; review technical designs, code, and pull requests; identify risks, remove blockers, and uphold standards.

Hands-On Software Development

Actively write production code for new features and platform improvements alongside engineers.
Build Python/React applications, backend services, APIs, and enterprise integrations.
Develop RAG pipelines, document ingestion, retrieval, enterprise search, and AI agent integrations.
Own complex features from design to deployment; debug failures, refactor and optimize code, and deliver sustainable fixes.
Establish reusable components, development patterns, and architecture; solve technical problems rather than only delegate.

Product Quality, Testing & Reliability

Own ContentIQ's quality, stability, maintainability, and production readiness; enforce code review, release, and deployment standards.
Validate functionality, performance, reliability, and security; strengthen automated, regression, integration, and end-to-end testing.
Improve AI accuracy, retrieval relevance, grounding, citation quality, and consistency; evaluate RAG, document processing, and LLM capabilities.
Address hallucinations, ingestion and retrieval failures; strengthen logging, monitoring, observability, and alerting.
Improve scalability, latency, fault tolerance, availability, and security for enterprise production.

Enterprise Deployments & Customer Support

Support deployments, configurations, integrations, technical discovery, solution design, and implementation.
Work directly with customers; own critical issues through investigation, root-cause analysis, resolution, and follow-up.
Troubleshoot APIs, ingestion, document processing, retrieval, authentication, permissions, and integrations.
Coordinate with engineering, product, and customer teams; turn recurring issues into product, architecture, documentation, and reliability improvements.

Architecture & Platform Development

Evolve ContentIQ architecture, enterprise search, document intelligence, RAG, semantic retrieval, and data integrations.
Support IBM watsonx, watsonx Orchestrate, and other enterprise AI integrations.
Evaluate new technologies; balance innovation and speed with technical debt, security, scalability, and maintainability.
Lead initiatives from concept through coding, testing, deployment, and production support.

QualificationsRequired

Bachelor's degree in Computer Science, Software Engineering, Engineering, or a related technical field.
5–10 years of professional software engineering experience, including significant hands-on development.
Experience leading engineers, technical projects, or engineering teams; managing priorities, delivery, and accountability.
Strong hands-on Python and React skills; willingness to write production code.
Practical AI/ML experience and understanding of modern LLM application architectures.
Experience with APIs, microservices, distributed systems, cloud applications, and SQL/NoSQL databases.
Experience designing scalable, production-grade software systems.
Strong testing, CI/CD, code review, debugging, monitoring, and production operations skills.
Ability to improve quality, reliability, performance, and maintainability and resolve complex application, infrastructure, and integration issues.
Clear communication with engineers, executives, customers, and nontechnical stakeholders; strong startup ownership.

Preferred

Experience with RAG, enterprise search, knowledge management, document intelligence, or data intelligence.
Knowledge of LLMs, embeddings, reranking, vector databases, semantic search, retrieval optimization, response evaluation, grounding, and hallucination reduction.
Experience with Milvus, Zilliz, Pinecone, Weaviate, or similar vector databases.
Distributed caching, performance optimization, agentic AI, and workflow orchestration experience.
Familiarity with IBM watsonx, watsonx Orchestrate, OpenAI, Groq, or comparable AI platforms.
Experience with secure multi-tenant applications, authentication, authorization, and role-based access controls.
Enterprise deployments, integrations, production troubleshooting, and direct customer experience.
Startup or high-growth technology experience.

Who We're Looking For

You combine engineering leadership, hands-on coding, product quality, and customer delivery. You take ownership, make pragmatic decisions, challenge designs, solve difficult problems, mentor engineers, and maintain high standards.

You understand the difference between prototypes and dependable enterprise software. You're comfortable working with customers and executives, balancing performance, accuracy, security, reliability, speed, and business priorities, and want to shape ContentIQ and our growing engineering organization.

Why Join symplistic.ai?

Work from our Greater Toronto Area headquarters, hybrid 3–4 days per week in-office.
Lead at a fast-growing enterprise AI company while remaining hands-on.
Shape ContentIQ's architecture, quality standards, and product roadmap.
Build production AI for major enterprises using agentic AI, RAG, enterprise search, and orchestration.
Enjoy autonomy and ownership in a flat, collaborative, high-energy startup.
Work directly with founders, executives, customers, and technology partners, with strong career growth opportunities.

Benefits

Sun Life extended health, dental, and wellness benefits.
Flexible vacation policy and paid time off.
Team off-sites and company events.
Direct collaboration with senior engineers, founders, executives, and enterprise technology leaders.
Professional development and exposure to emerging AI technologies.

Compensation

Base Salary: $150,000 CAD per year

Additional Compensation: Performance-based bonus

Opportunities for increased responsibility, leadership, and professional growth as ContentIQ and symplistic.ai scale.

Eligibility

Candidates must be legally authorized to work in Ontario, Canada.

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More about this job

Responsibilities

Lead and mentor the ContentIQ engineering team while writing production code, guiding architecture, and managing delivery. Own platform quality, reliability, AI retrieval accuracy, enterprise deployments, and customer issue resolution.

Requirements

Requires a bachelor's degree in a relevant technical field, 5–10 years of software engineering experience, engineering leadership experience, and strong hands-on Python and React skills. Candidates should also have practical AI/ML experience and expertise in production software, APIs, distributed systems, cloud applications, testing, CI/CD, and operational reliability.

Skills

Python
React
Engineering Leadership
Software Architecture
Artificial Intelligence
Machine Learning
Retrieval-Augmented Generation
Enterprise Search
API Development
Microservices
Distributed Systems
Cloud Applications
SQL and NoSQL Databases
CI/CD
Software Testing
Production Operations

Benefits

Extended Health Benefits
Dental Benefits
Wellness Benefits
Flexible Vacation
Paid Time Off
Team Off-Sites
Company Events
Professional Development

Visa sponsorship

Not detected in the job text

Keywords

Python
React
ContentIQ
IBM watsonx
IBM watsonx Orchestrate
Retrieval-Augmented Generation
Large Language Models
Agentic AI
Enterprise Search
Document Intelligence
Document Ingestion
Semantic Search
Embeddings
Reranking
Vector Databases
Milvus
Zilliz
Pinecone
Weaviate
APIs
Microservices
Distributed Systems
SQL
NoSQL
Cloud Applications
CI/CD
Automated Testing
Observability
Role-Based Access Control
Workflow Orchestration

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